Hypervalent iodine reagent mediated reaction of [60]fullerene with amines.

Hypervalent iodine reagent mediated reaction of [60]fullerene with amines.
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DOI:
10.1021/jo402079m
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发表时间:
2013-11
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Chun-Bao Miao;Xin-Wei Lu;Ping Wu;Jia-Xing Li;Wen-Long Ren;M. Xing;Xiao-qiang Sun;Hai-Tao Yang
Chun-Bao Miao;Xin-Wei Lu;Ping Wu;Jia-Xing Li;Wen-Long Ren;M. Xing;Xiao-qiang Sun;Hai-Tao Yang
中科院分区:
其他
文献类型:
--
作者:
Chun-Bao Miao;Xin-Wei Lu;Ping Wu;Jia-Xing Li;Wen-Long Ren;M. Xing;Xiao-qiang Sun;Hai-Tao Yang

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The hypervalent iodine reagent mediated reaction of C60 with various readily available amines for the easy preparation of iminofullerenes has been developed. The reaction between C60 and sulfonamides can be effectively controlled to selectively synthesize azafulleroids or aziridinofullerenes under PhI(OAc)2/I2 or PhIO/I2/CuCl/lutidine conditions, respectively. For phosphamide and urea, only one isomer is obtained. However, carbamate gives three kinds of products. Interestingly, the reaction of C60 with alkylamines allows the effective synthesis of aziridinofullerenes and regioselective cis-1-bisaziridinofullerenes.